Computing and Library Services - delivering an inspiring information environment

[2,3]-Sigmatropic rearrangements of didehydropiperidinium ylids

Sweeney, Joseph B., Tavassoli, Ali, Carter, Neil B. and Hayes, Jerome F. (2002) [2,3]-Sigmatropic rearrangements of didehydropiperidinium ylids. Tetrahedron, 58 (51). pp. 10113-10126. ISSN 0040-4020

Metadata only available from this repository.


The [2,3]-sigmatropic rearrangements of ammonium ylids derived from 1,2,5,6-tetrahydropyridine have been studied: both rearrangement and elimination processes are observed, with rearrangement favoured when aprotic solvents are used in the reaction. The presence of anion-stabilizing substituents on the nucleophilic carbon atom of the intermediate ylid species involved in the tranformation also engenders rearrangement; when certain aryl substituents or two anion-stabilizing groups are present, elimination is not observed, and electron-donating ylid substituents retard rearrangement whilst enhancing elimination.

Item Type: Article
Subjects: Q Science > QD Chemistry
Schools: School of Applied Sciences
Related URLs:
Depositing User: Joseph Sweeney
Date Deposited: 18 Oct 2012 10:38
Last Modified: 28 Aug 2021 11:22


Downloads per month over past year

Repository Staff Only: item control page

View Item View Item

University of Huddersfield, Queensgate, Huddersfield, HD1 3DH Copyright and Disclaimer All rights reserved ©